Luxury Villas with Pool in Trequanda, Italy
Results 81 - 89 of 89
Fantastic holiday home with WIFI, private pool, A/C, balcony and panoramic view, close to Siena
-15% Special Offer-
12
-
6
-
6
-
800 m2
Description
Medieval Castle Living: Vineyards, Swimming Pool & is located 4 km (2 mi) from Sovicille, Italy and only 14 km (8 mi) from Siena in the tourist area "Siena And Surroundings". Medieval Castle Living: Vineyards, Swimming Pool & is a lovely stone building (800 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to 12 people comfortably in six bedrooms with six bathrooms.
Nestled in the lush greenery of the Montagnola Senese, this magnificent property is a masterfully preserved 13th-century castle located just a 15-minute drive from the historic heart of Siena. The estate has been meticulously restored by its owners, who reside in the main tower in a secluded area that remains entirely private and separate from guest accommodations.
The estate is thoughtfully designed to offer both community and privacy. The first floor of the main castle features two charming apartments. Adjacent to the castle is a separate cottage housing two additional apartments, providing an ideal retreat for couples or guests seeking extra seclusion. With fully equipped kitchens in every unit and expansive common areas, the property perfectly balances independent living with shared moments.
Surrounded by rolling vineyards producing a refined selection of "Super Tuscan" wines, the estate invites you to embrace the slow pace of Italy. The grounds are a masterpiece of landscape design, featuring manicured lawns, traditional terracotta planters, and vibrant blooms. At the heart of the garden lies a generous swimming pool, fully outfitted with elegant sun loungers and umbrellas.
This elegant and spacious holiday home is perfectly suited for a luxurious escape with family or friends. The property comfortably accommodates up to twelve guests (with capacity for an additional two guests upon request).
What to Expect
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Also available outdoors are a playground and barbecue grill. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished balcony is the perfect setting to enjoy food, family and the lovely Tuscan weather.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 14 km (8 mi), San Gimignano 46 km (28 mi), Montalcino 49 km (31 mi), Greve In Chianti 53 km (33 mi) and Montepulciano 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 76 km (47 mi), Viareggio 170 km (105 mi), Forte Dei Marmi 177 km (110 mi), Rome 248 km (154 mi), Venice 322 km (200 mi) and Milan 372 km (231 mi).
Additional Information
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 88 km (55 mi), Pisa (psa) 124 km (77 mi), Bologna (blq) 175 km (109 mi), Roma Ciampino (cia) 257 km (160 mi) and Roma Fiumicino (fco) 270 km (168 mi).
Additional Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be organized at the property. It's a pleasant way to spend time with friends and family while learning the techniques needed to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the additional costs.
Meals - If you'd like to have meals provided during your visit, either half-board or full-board is available. If you prefer only breakfast be provided, that can be arranged as well. Ask about the extra costs.
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
Exclusive Estate Inclusions : elevate your stay, we offer these bespoke services upon reservation:
When you choose the Castle Experience, your stay includes a curated selection of authentic local luxuries:
- Gourmet Farm-to-Table Breakfast: Start your morning in the castle’s elegant common wing with a signature breakfast prepared by the Castellana (the Lady of the Castle). Every ingredient is organic and locally sourced ("Km 0"), with each dish prepared à la minute to your preference upon your arrival at the table.
- Estate Wine Tasting: Enjoy an exclusive guided tour of the castle with a private tasting in the castle’s historic cellar. This experience can be scheduled at your convenience with a simple advance reservation.
Bespoke Guest Experiences (Optional)
To further enhance your Tuscan retreat, we are pleased to arrange the following premium services:
- Dining with the Castellana: Enjoy an elegant, candlelit dinner hosted in the castle's private courtyard—an intimate glimpse into authentic noble life.
- Culinary Arts: Participate in private cooking classes or enjoy professionally catered buffet dinners.
- Outdoor Adventures: Explore the region with curated wine tours, guided bike excursions, or scenic hiking trips through the Montagnola Senese.
- Tuscan Traditions: Experience the thrill of a professional truffle hunting.
Medieval Castle Living: Vineyards, Swimming Pool &
Palazzo Trasimeno
Superb holiday rental with WIFI, A/C, private pool, TV, terrace and panoramic view
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12
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7
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6
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600 m2
Description
Palazzo Trasimeno is located 6 km (4 mi) from Passignano Sul Trasimeno, Italy and only 26 km (16 mi) from Perugia in the tourist area "Trasimeno Lake". Palazzo Trasimeno is a lovely stone building (600 sq m) with private pool, WiFi internet and air conditioning. The property can sleep up to 12 people comfortably in seven bedrooms with six bathrooms.
What to Expect
When you arrive you’ll find a nice clean well-maintained property with views ofthe lake ideal for a peaceful vacation in Umbria. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Sharing a meal with friends and family is a big part of the Italian culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Perugia 26 km (16 mi), Cortona 29 km (18 mi), Montepulciano 43 km (27 mi), Assisi 47 km (29 mi) and Arezzo 62 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 143 km (89 mi), Viareggio 230 km (143 mi), Forte Dei Marmi 237 km (147 mi), Rome 199 km (124 mi), Milan 430 km (267 mi) and Naples 390 km (242 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 11:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 148 km (92 mi), Roma Ciampino (cia) 208 km (129 mi), Pisa (psa) 211 km (131 mi), Roma Fiumicino (fco) 220 km (137 mi) and Bologna (blq) 235 km (146 mi).
Please note that there is a part of the castle closed to our guests that belongs to one of the owners of the castle that is totally separated inside and outside and where our guests don't have access since the park and the indoor are totally separated by walls and fence outside. Everything is described and pictures is what will be of exclusive use of guests staying at the castle who will have exclusive use of the interiors and garden here described.
More Services
Cooking Lessons - If you're interested in discovering more about Italian cooking, ask about the cooking lessons that can be arranged at the property. It's a enjoyable way to spend time with friends and family while learning the techniques required to master Italian cuisine. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will schedule the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the additional costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Inquire for more details about the extra cost.
Castello Borgia
Villa Il Troscione
Unique private property with private pool, WIFI, TV, patio and panoramic view
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10
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5
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4
Description
Villa Il Troscione is a beautiful stone building with WiFi internet and private pool. The property can accommodate up to ten guests comfortably in five bedrooms with four bathrooms. Conveniently located 7 km (4 mi) from San Casciano Dei Bagni, Italy in the tourist area "Orcia Valley" and only 33 km (20 mi) from Montepulciano.
The Experience
Upon arrival at Villa Il Troscione you’ll find a lovely clean well-maintained property with views of the mountains and the hills ideal for a splendid holiday in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of visiting museums. Outside you will also find a patio and barbecue grill.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 33 km (20 mi), Perugia 62 km (39 mi), Montalcino 64 km (40 mi), Cortona 67 km (41 mi) and Arezzo 78 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 149 km (93 mi), Viareggio 236 km (147 mi), Forte Dei Marmi 243 km (151 mi), Rome 169 km (105 mi), Milan 436 km (271 mi) and Naples 360 km (224 mi).
Additional Information
Pool Open: 4 April - 4 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 155 km (96 mi), Roma Ciampino (cia) 178 km (111 mi), Roma Fiumicino (fco) 191 km (119 mi), Pisa (psa) 217 km (135 mi) and Bologna (blq) 241 km (150 mi).
More Services
Cooking Lessons - Learn from a local chef the techniques required to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while discovering the secrets required to prepare sumptuous Tuscan meals when you return home. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the supplemental costs.
IMPORTANT: there is a 1.3 km of gravel road, so sports cars are not recommended. Villa Il Troscione
Villa Ginestra
Beautiful private property with private pool, WIFI, A/C, TV, patio, panoramic view, near Cortona
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6
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3
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3
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100 m2
Description
Property Villa Ginestra is a beautiful stone building (100 sq m) that includes private pool, WiFi internet and air conditioning. The property can accommodate up to six people comfortably in three bedrooms with three bathrooms. Conveniently located 5 km (3 mi) from Poggioni, Italy in the tourist area "Cortona And Surroundings" and only 14 km (9 mi) from Cortona.
What to Expect
After arriving you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills and the mountains perfect for a splendid vacation in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Outdoors you will also find a patio and barbecue grill. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the perfect setting to enjoy food, family and the nice Tuscan weather.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 14 km (9 mi), Arezzo 42 km (26 mi), Montepulciano 44 km (27 mi), Perugia 66 km (41 mi) and Gubbio 69 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 135 km (84 mi), Viareggio 229 km (142 mi), Forte Dei Marmi 236 km (147 mi), Rome 224 km (139 mi), Venice 376 km (233 mi) and Milan 428 km (266 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 April - 30 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 149 km (93 mi), Pisa (psa) 210 km (130 mi), Bologna (blq) 230 km (143 mi), Roma Ciampino (cia) 233 km (145 mi) and Roma Fiumicino (fco) 245 km (152 mi).
Special Services
Cooking Lessons - Discover from a local chef the techniques vital to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while discovering the secrets vital to prepare sumptuous Tuscan meals when you return home. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the extra costs.
Tours - The owner can schedule custom tours for your group. To learn about the tours offered, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Baby Sitting - A babysitter can be scheduled at Villa Ginestra. If you're traveling with kids and would like some alone time, talk to the owner directly about this option after arriving.
Villa Ginestra
Villa Lucarella
Superb private holiday home with private pool, A/C, WIFI and panoramic view
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10
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4
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5
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300 m2
Description
Villa rental with private pool in the hills of San Casciano dei Bagni. The villa has 4 bedrooms and can comfortably accommodate up to 8-10 people. It is located just 3 km from San Casciano dei Bagni, a town famous for its hot springs, very close to the splendid Val d’Orcia area in the province of Siena. The villa is tastefully furnished, and offers large outdoor spaces and a beautiful private pool.
Within a 50-100 km radius, you can visit the Val d’Orcia’s most important historical places of interest, such as Pienza, Montalcino, San Quirico d’Orcia, Contignano, Bagno Vignoni, Radicofani and the famous Crete Senesi area, which spans from the border of Siena and Arezzo provinces to Mount Amiata (1738 meters above sea level).
Access to the villa is via a 1,5 km unpaved road.
At guests’ disposal: private garden furnished for outdoor dining; private pool and outdoor shower; 4 bedrooms, each with air conditioning and private bathroom with shower; free Wi-fi internet; air conditioning in the entire house; barbecue; parking.
Access to the villa is via a 1,5 km stretch of unpaved road: the road is not suitable for sports cars or low riding vehicles.
Distances: San Casciano dei Bagni (food shops, restaurants and hot spring spa facility) 3 km away, Città della Pieve 20 km, Lake Trasimeno about 30 km, Pienza 40 km, Orvieto 50 km, Arezzo 85 km, Siena 90 km, Florence 142 km, Rome (airport) 150 km away.
Please carefully check if there are any extra costs to be paid on site! Villa Lucarella
Villa Danilo
Private Property with hot tub, private pool, WIFI, A/C, TV, patio, pets allowed, panoramic view
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13
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7
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7
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360 m2
Description
Wonderful independent villa with private pool situated in the proximity of the Val d’Orcia region, in the surroundings of San Casciano dei Bagni, a small town renowned for its beautiful hot springs. This villa has been recently restored an turned into an elegant country house enjoying enchanting views of the Tuscan landscape. A 3000-square-meter garden surrounds the villa and offers a beautiful private pool and a small restored outbuilding (rented together with the main villa allowing a total of 13 guests). This property is tastefully furnished and provides all modern comforts (ensuite bathrooms, mosquito nets, air-conditioning, internet connection, large outdoor areas furnished for al-fresco dining). This villa is only 150 m from the Fonte Verde spa center where guests can enjoy use of hot springs (the water is 38°), of a wellness centre, beauty treatments (a 25% reduction is available for guests staying at Villa Danilo from Monday to Saturday).
The area surrounding Villa Danilo is rich in hot-water brooks coming from the hot springs (one is on the ground as well but it is not accessible).
In a 50/100 km drive there are the most important and beautiful art cities and towns in Tuscany like Pienza, Montalcino, San Quirico d’Orcia, Contignano, Bagno Vignoni, Radicofani, the splendid “Crete Senese” region..
Distances: San Casciano dei Bagni with all kinds of shops 1 km away, spa center 150 meters away, Pienza 40 km, Città della Pieve 20 km, Siena 90 km away, Roma (airport) 150 km.
At guests disposal: large 3000-square-mter garden with private pool (12 x 6 m – minimum depth 1,6 m, maximum depth 1,70 m – open from 01/05 to 30/09), barbecue. The villa provides a laundry with washing-machine and dryer. A computer with internet connection is available.
Covered parking within the grounds.
Extra services included in the rental price: cleaning service (3 hours a day) 6 days a week. Linen change 2 times a week. Baby bed.
Extra service to be paid on the spot: Cooking service (with a chef and a waiter) at € 30,- / per hour (plus the cost for food shopping – an extra charge of € 25,- is requested if food shopping is done by the house staff).
The property owners also run an excellent restaurant less than 1 km away from the villa and offer a 10% reduction to Villa Danilo guests.
Extra maid service € 13,- / per hour. Baby sitting service upon request € 13,- / per hour.
Small pets are allowed by paying an extra security deposit of € 500,-
Please carefully check if there are any extra costs to be paid on site! Villa Danilo
Villa Paradise
Superb private holiday home with A/C, private pool, WIFI, terrace and panoramic view
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6
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3
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3
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200 m2
Description
Villa Paradise is located 7 km (4 mi) from Passignano Sul Trasimeno, Italy and only 28 km (17 mi) from Perugia in the tourist area "Trasimeno Lake". Property Villa Paradise is a beautiful stone building (200 sq m) that includes WiFi internet, private pool and air conditioning. The property can accommodate up to six guests comfortably in three bedrooms with three bathrooms.
Your Experience
Upon arrival at Villa Paradise you’ll find a nice clean well-maintained property with views of the lake and the hills perfect for a peaceful vacation in Umbria. Regardless of how you spend your days - sightseeing, shopping, visiting museums or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Umbria.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Perugia 28 km (17 mi), Cortona 29 km (18 mi), Montepulciano 43 km (27 mi), Assisi 49 km (30 mi) and Arezzo 71 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 143 km (89 mi), Viareggio 230 km (143 mi), Forte Dei Marmi 237 km (147 mi), Rome 210 km (130 mi), Milan 430 km (267 mi) and Naples 392 km (243 mi).
Additional Information
Pool Open: 1 January - 31 December
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 148 km (92 mi), Pisa (psa) 211 km (131 mi), Roma Ciampino (cia) 220 km (136 mi), Roma Fiumicino (fco) 223 km (138 mi) and Bologna (blq) 235 km (146 mi).
Additional Services
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Villa Paradise
Podere Vigna Nuova
Amazing independent property with private pool, A/C, TV, patio and panoramic view
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8
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4
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6
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600 m2
Description
Conveniently located 910 m (2956 ft) from Madonna Della Sanità, Italy and only 36 km (22 mi) from Montepulciano. Vacation rental Podere Vigna Nuova is a nice property (600 sq m) that includes air conditioning and private pool. The property can accommodate up to eight people comfortably in four bedrooms with six bathrooms.
What to Expect
Upon arrival you’ll find a lovely clean well-maintained property ideal for a relaxing holiday in Umbria. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Umbria. For your pleasure, on the grounds there is a patio and barbecue grill. Dining with friends and family is a huge part of the Italian culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. Dine 'al fresco' like a real Italian, the fully furnished veranda is the ideal setting to enjoy food, family and the lovely Italian weather.
Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 36 km (22 mi), Perugia 45 km (28 mi), Cortona 45 km (28 mi), Montalcino 64 km (40 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 148 km (92 mi), Viareggio 235 km (146 mi), Forte Dei Marmi 242 km (150 mi), Rome 161 km (100 mi), Milan 435 km (270 mi) and Naples 352 km (219 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 153 km (95 mi), Roma Ciampino (cia) 170 km (106 mi), Roma Fiumicino (fco) 182 km (113 mi), Pisa (psa) 216 km (134 mi) and Bologna (blq) 240 km (149 mi).
Podere Vigna Nuova
Casalberna
Wonderful independent villa rental with A/C, private pool, sauna, TV, terrace and panoramic view
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14
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7
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8
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700 m2
Description
The 12m x 6m swimming pool has one of the most exciting views of the entire region. To the left is the town of Celle Sul Rigo and to the right is the fort town Radicofani. There is a shaded sunbed area with several pool beds and nearby you will find a dedicated pool bathroom. In the early evenings guests can enjoy breathtaking sunsets and landscapes with seasonal ever changing colors.
At sunset, pour a glass of local vino and relax in the pool or read your favorite book under the shaded pergola, to fully enjoy this dream place.
STAFF & SERVICES
Included:
Housekeeper: on site for three hours each morning Monday – Friday
Available on request for additional hours or days
Building Maintenance/Gardener: on site each day Monday - Friday
Driver available on demand: to pick up from airports and trains stations take guests to wine tastings
Cook: available on demand to provide catering for guests: to fill the fridge with for example pasta sauces, fresh pasta, meat and poultry dishes, BBQ vegetables cater for lunches and dinners
Pici pasta making classes on site: hosted by the housekeeper and her mother for small or large groups
Bath linen change - One per week
Bed linen change - One per week
Cooling/heating system - Included
Water and electricity -included
Tourist tax - included
Final cleaning - included
A tasting of traditional products is included in the price
CIR CODE - 052027LTI0003 Casalberna